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531-55-5

531-55-5 structure
531-55-5 structure
  • Name: Trimethyldiaminophenazathonium Chloride
  • Chemical Name: azure B
  • CAS Number: 531-55-5
  • Molecular Formula: C15H16ClN3S
  • Molecular Weight: 305.826
  • Catalog: Biochemical Biochemical reagent Biological dye
  • Create Date: 2018-04-18 08:00:00
  • Modify Date: 2024-01-05 17:18:39
  • Azure B is a cationic dye and the major metabolite of Methylene blue. Azure B is used in making Azure eosin stains for blood smear staining. Azure B is a high-potency, selective and reversible inhibitor of monoamine oxidases (MAO)-A, with IC50s of 11 and 968 nM for recombinant human MAO-A and MAO-B, respectively. Azure B possesses significant antidepressant-like effects[1][2].

Name azure B
Synonyms Trimethylthionine chloride
N,N-Dimethyl-7-(methylamino)-3H-phenothiazin-3-iminium chloride
Methyleneazure
3-Methylamino-7-dimethylaminophenazathonium Chloride
N,N,N'-Trimethylthionin
EINECS 208-511-2
3-(Dimethylamino)-7-(methylamino)phenothiazin-5-ium chloride
Methanaminium, N-methyl-N-[7-(methylamino)-3H-phenothiazin-3-ylidene]-, chloride (1:1)
Trimethyldiaminophenazathonium Chloride
Azure B eosinate
Azure B,Certified
Azure I
Phenothiazinium, 3-(dimethylamino)-7-(methylamino)-, chloride (1:1)
Phenothiazin-5-ium, 3- (dimethylamino)-7-(methylamino)-, chloride
MFCD00011935
AZUR I
dimethyl-[7-(methylamino)phenothiazin-3-ylidene]azanium,chloride
Azure B
Description Azure B is a cationic dye and the major metabolite of Methylene blue. Azure B is used in making Azure eosin stains for blood smear staining. Azure B is a high-potency, selective and reversible inhibitor of monoamine oxidases (MAO)-A, with IC50s of 11 and 968 nM for recombinant human MAO-A and MAO-B, respectively. Azure B possesses significant antidepressant-like effects[1][2].
Related Catalog
In Vivo Azure B (4-30 mg/kg; i.p.; once) decreases immobility in the forced swim test (FST)[1].
References

[1]. Löhr W,et al. The azure dyes: their purification and physicochemical properties. II. Purification of azure B. Stain Technol. 1975 May;50(3):149-56.

[2]. Delport A, et al. Azure B and a synthetic structural analogue of methylene blue, ethylthioninium chloride, present with antidepressant-like properties. Life Sci. 2014 Nov 11;117(2):56-66.

Melting Point 205-210 °C (dec.)(lit.)
Molecular Formula C15H16ClN3S
Molecular Weight 305.826
Exact Mass 305.075348
PSA 56.17000

CHEMICAL IDENTIFICATION

RTECS NUMBER :
SO5550000
CHEMICAL NAME :
3H-Phenothiazine, 3-(dimethylamino)-7-(methylimino)-, hydrochloride
CAS REGISTRY NUMBER :
531-55-5
LAST UPDATED :
199504
DATA ITEMS CITED :
4
MOLECULAR FORMULA :
C15-H16-N3-S.Cl
MOLECULAR WEIGHT :
305.85
WISWESSER LINE NOTATION :
T C666 BS EY INJ EUN1 MN1&1 &GH

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
65 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :
Cytogenetic analysis
TEST SYSTEM :
Rodent - hamster Ovary
DOSE/DURATION :
20 umol/L/5H (Continuous)
REFERENCE :
ENMUDM Environmental Mutagenesis. (New York, NY) V.1-9, 1979-87. For publisher information, see EMMUEG. Volume(issue)/page/year: 1,27,1979 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - T1407 No. of Facilities: 150 (estimated) No. of Industries: 2 No. of Occupations: 2 No. of Employees: 664 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - T1407 No. of Facilities: 101 (estimated) No. of Industries: 2 No. of Occupations: 2 No. of Employees: 3055 (estimated) No. of Female Employees: 2122 (estimated)
Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes Xi
Safety Phrases S22-S24/25
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS SO5550000
HS Code 2934300000

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531-55-5 structure

531-55-5

Literature: Materials Research Bulletin, , vol. 49, # 1 p. 544 - 551

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531-55-5 structure

531-55-5

Literature: Chemische Berichte, , vol. 39, p. 1408 Chemische Berichte, , vol. 39, p. 1808 Justus Liebigs Annalen der Chemie, , vol. 230, p. 169,170 Chemische Berichte, , vol. 39, p. 1808

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531-55-5 structure

531-55-5

Literature: Justus Liebigs Annalen der Chemie, , vol. 230, p. 169,170 Chemische Berichte, , vol. 39, p. 1808

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531-55-5 structure

531-55-5

Literature: Chemische Berichte, , vol. 63, p. 1341,1346
Precursor  3

DownStream  0

HS Code 2934300000
Summary 2934300000. other compounds containing in the structure a phenothiazine ring-system (whether or not hydrogenated), not further fused. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%